134129-62-7Relevant academic research and scientific papers
Synthesis of Pyrimido[4′,5′:4,5]thieno[2,3-c]-pyridazine Derivatives
Quintela,Veiga,Alvarez-Sarandes,Peinador
, p. 537 - 547 (2007/10/03)
Convenient syntheses of 3,4-diphenyl-8-oxo-6-substituted-5,6,7,8-tetrahydropyrimido[4′, 5′:4,5]thieno[2,3-c]pyridazines (4a-g), 3,4-diphenyl-8-oxo-6-substituted-7,8-dihydropyrimido[4′,5′: 4,5]thieno[2,3-c]pyridazines (5a-g), 8-chloro-3,4-diphenyl-6-substituted-pyrimido[4′,5′:4,5]thieno [2,3-c]pyridazines (6a-g), and 3,4,6-triphenyl-8-substituted-pyrimido[4′,5′:4,5]thieno[2,3-c] pyridazines (7a-f) from 4-cyano-5,6-diphenylpyridazine-3(2H)-thione (1) via 5-amino-3,4-diphenyl-thieno[2,3-c]pyridazine-6-carboxamide (3) are reported.
BENZIL IN HETEROCYCLIC SYNTHESIS: SYNTHESIS AND REACTIONS OF 3,4-DIPHENYL-5-CYANO-PYRIDAZINE-6-THIONE
Khalifa, Fathy A.
, p. 81 - 86 (2007/10/02)
3,4-Diphenyl-5-cyanopyridazine-6-thione (7) is prepared via three routes either by the reaction of benzil hydrazone (1) and cyanothioacetamide (2) or by the reaction of benzil (3) with cyanothioacetamide to give (4) which reacts with hydrazine hydrate to give the intermediate (5) that cyclised to (7) by boiling with glacial acetic acid or by the action of P2S5 on 3,4-diphenyl-5-cyanopyridazin-6-one (6).Methylation of the SH group in (7) afforded (8) while its reaction with ethyl bromoacetate gave the pyridazine derivative (9).Treatment of (8) and (9) with hydrazine hydrate produced directly the pyrazolopyridazine derivative (10).Treatment of (9) with NH3/EtOH afforded the amidic derivative (11) while its treatment with dil.HCl gave 3,4-diphenyl-5-cyanopyridazin-6-one (6).Treatment of (9) with NH3/heat then acidification gave carboxylic derivative (12).Treatment of (9) with p-chloroaniline and p-toluidine gave p-chloroanilino and toluidino derivatives (13a,b).Keywords: Pyridazine-6-thiones; synthesis, reactions IR and 1H-NMR.
